Photo by Linda Barreira

Search Vacation Homes in Windham

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Compare 87 Vacation Homes in Windham with updated reviews, rates, and availability.

Windham Vacation Rental | 5BR | 3BA | Steps Required | 2,766 Sq Ft

"We have rented thru VRBO before. This was by far our best experience. The house had everything we needed (no running out first thing for toilet paper) Best of all was the Christmas tree and decorations. It really made it “home for the holiday.”The agent and owners were super communicative, let us know what and where’s promptly.I can’t thank them enough for the experience. Our dog loved the space it trapped in a hotel room."

"Really enjoyed our stay for a weekend getaway. The house was very clean and true space was perfect for our family of 6.Upon checking, just note that the entrance door is in the middle of the unit, not by the parking spaces off the left driveway"

AED 1,922 total

includes taxes & fees

24 Feb - 25 Feb

"Came here for a cozy weekend without the kids and it was perfect! We slept in late and woke up to beautiful images of the frozen lake covered in snow. 8 minute drive to downtown and restaurants followed by cozy day reading and watching movies. Everything was clean and well stocked and so convenient. A perfect getaway!"

"Everything was tidy and in order, and the host great to communicate with. Safe location!"

AED 2,110 total

includes taxes & fees

24 Feb - 25 Feb

"The property was perfect for what we needed and we will definately be staying again."

"The host was very communicative up to the day we checked in. Anytime there was a question I had the response was quick. The house was equipped with everyday necessities even laundry detergent which was very nice. I feel like everything was very considerate. The house was very lovely and it was in a great location. "

AED 5,505 total

includes taxes & fees

24 Feb - 25 Feb

"It is an entire house, so a good amount of space. Brand new remodel (we were there in Jan 2025). The kitchen/family room is great for meals and hanging out. The bedrooms and bathrooms are wonderful. The photos show how nice. There is even a deck out back. We had 8 adult family members and could have easily fit a few more. And only 1 mile to downtown Manchester. "

"It was as described on their website. Large ranch. Plenty of room. Comfortable beds and furniture. Kitchen has everything. Outside grill and firepit. Large fenced in yard. Contacted host MANY times during our stay with multiple questions. Always returned my texts quickly. Nothing major. Just things I couldn't find or how Ishould do something. I always received an answer within 10-15 minutes"

A warm and cozy fire to reminisce about your shopping in Newburyport's unique boutiques.

"Clean, nice, centrally located. Appox 0.8 mile walk to shops."

AED 1,461 total

includes taxes & fees

24 Feb - 25 Feb

"Lovely home and FANTASTIC customer service. Quick response for any requests. I asked about a coffee pot and he brought a brand new pot. It snowed and without being asked he came and shoveled and salted the walk and driveway. I will happily visit again. "

"This apartment was exactly as advertised - spotless, beautifully furnished, quiet neighborhood, fully stocked with all necessities. The hosts, Tammy and Marc, were very responsive to our needs. It was a perfect place to call home for three weeks."

Manchester Vacation Rental | 2BR | 1BA | 1,065 Sq Ft | Stairs to Access

"Nice I like and can back "

"Everything was great, a few suggestions, maybe provide more towels, maybe some shelving in the bathrooms to put stuff on it was pretty sparse. Otherwise we enjoyed are stay and would come back again. Thank You"

AED 2,678 total

includes taxes & fees

24 Feb - 25 Feb

"This was a great property. The description matched perfectly the property. No issues were found. The property manager was very attentive and responded all my questions on a very timely way. "

AED 821 total

includes taxes & fees

27 Feb - 28 Feb

Nottingham Vacation Rental | 3BR | 1.5BA | 1,300 Sq Ft | Stairs Required

"We went in November for a small family retreat and did expect to nor did we swim or kayak. But being on the lake, sitting on the dock and small beach was a magical way to see so many many stars in the sky. It was steps to walk into Pawtuckaway park and go in a hike. We made it to the fire tower!"

Walk into a wonderful living room with a cool bar

"Clean and beautiful decor. "

"This charming Lakehouse was the perfect vacation spot for my husband and myself along with our two adult children and their spouses and our three grandchildren. The house had plenty of room for us to spread out. It was very clean and well stocked. The deck has a spectacular view of the lake. The “she shed” is adorable and was a huge hit with our three grandchildren who called it the “cousins clubhouse.” We put the kayaks to good use and Anna – Lisa was very responsive to any questions we had. We...

Salem Vacation Rental | 2BR | 1BA | Step-Free Access | 950 Sq Ft

"Overall, we were happy with our stay. We were there in the winter, so we didn't get to enjoy the lake. The house was great as a launch point between Boston and the mountains.The house is literally on the lake. Water touches the lake side of the house. When we were there, the lake was frozen and beautiful.The house was well stocked and perfectly ready for us. There's plenty of parking. It's an older house, so the ceilings can be low and the floors are sometimes uneven. But the main room is...

"House is clean, large, and in a nice quiet neighborhood. Coffee is provided, kitchen is a good size, however we did not cook. Its about 40 minutes to walk downtown, and 5 minute drive. "

AED 993 total

includes taxes & fees

3 Mar - 4 Mar